Certain pyridinoylamino-indolin-2-one derivatives

Abstract

The new pyrrolobenzimidazoles according to the present invention are compounds of the general formula: ##STR1## wherein R 1 is a hydrogen atom or an alkyl, alkenyl or cycloalkyl radical, R 2 is a hydrogen atom, an alkyl or alkenyl radical or a cyano group or a carbonyl group substituted by a hydroxyl or hydrazino group or by an alkyl, alkoxy, amino, alkylamino or dialkylamino group or together with R 1 represents a cycloalkylene radical or R 1 and R 2 together form an alkylidene or cycloalkylidene radical, X is a valency bond, a C 1 -C 4 alkylene radical or a vinylene radical, T is an oxygen or sulphur atom and Py is a 2-, 3- or 4-pyridyl radical which optionally carries an oxygen atom on the ring heteroatom and/or can be substituted one or more times by alkyl, alkoxy, hydroxyl, cyano or nitro, as well as by halogen; the tautomers thereof and the physiologically acceptable salts thereof with inorganic and organic acids.

What is claimed is: 
     
       1. A compound of the formula ##STR27## wherein R 1  is hydrogen, C 1  -C 6  alkyl, C 2  -C 6  alkenyl or C 3  -C 7  cycloalkyl, R 2  is hydrogen, C 1  -C 6  alkyl or C 2  -C 6  alkenyl,   A is hydrogen, amino, nitro or Py--X--CO--NH-- and   B is hydrogen, amino, nitro or Py--X--CO--NH--, in which X is a valency bond and Py is 2-, 3-, or 4-pyridyl which optionally carries oxygen on the righ hetero atom and can be optionally substituted with at least one member selected from the group consisting of C 1  -C 6  alkyl, C 1  -C 6  alkoxy, hydroxyl, cyano, nitro or halogen, and   T is oxygen or sulphur; with the proviso that either A or B is Py--X--CO--NH-- and A and B are not simultaneously Py--X--CO--NH.   
     
     
       2. The compound of claim 1, wherein R 1  is hydrogen, C 1  -C 6  alkyl or C 3  -C 7  cycloalkyl. 
     
     
       3. The compound of claim 1, wherein R 2  is hydrogen or C 1  -C 6  alkyl. 
     
     
       4. The compound of claim 1, wherein R 1  is hydrogen, methyl, ethyl, 2-methylpropyl or cyclopentyl, R 2  is hydrogen, methyl or ethyl. 
     
     
       5. The compound of claim 1, wherein T is oxygen. 
     
     
       6. The compound of claim 1, wherein A is hydrogen. 
     
     
       7. The compound of claim 1, wherein B is hydrogen. 
     
     
       8. The compound of claim 1, wherein A is hydrogen, amino, nitro or Py--X--CO--NH-- and B is hydrogen, amino, nitro or Py--X--CO--NH--, in which X is a valency bond, and Py is a pyridyl-N-oxide and/or pyridyl optionally substituted by C 1  -C 6  alkoxy, C 1  -C 6  alkyl, hydroxyl or halogen, and T is oxygen. 
     
     
       9. The compound of claim 1, wherein X is a valency bond and Py is 2-, 3- or 4- pyridyl which optionally carries oxygen on the ring hetero atom. 
     
     
       10. The compound of claim 1 designated 3,3-dimethyl-5-(4-pyridinoylamino)-indolin-2-one. 
     
     
       11. The compound of claim 1 designated 3,3-dimethyl-6-(4-pyridinoylamino)-indolin-2-one. 
     
     
       12. The compound of claim 1 designated 3,3-dimethyl-6-nitro-5(4-pyridinoylamino)-indolin-2-one. 
     
     
       13. The compound of claim 1 designated 3,3-dimethyl-5-nitro-6(4-pyridinoylamino)-indolin-2-one.